T4376

N-p-Tosyl-L-phenylalanine chloromethyl ketone

powder, ≥97% (TLC)

• Sinónimos: (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, TPCK, Tosyl-L-phenylalanyl-chloromethane
• Fórmula empírica (notación de Hill): C₁₇H₁₈ClNO₃S
• Número de CAS: 402-71-1
• Peso molecular: 351.85
• Beilstein: 2895215
• Número CE: 206-954-6
• Número MDL: MFCD00000935
• Código UNSPSC: 12352202
• ID de la sustancia en PubChem: 24278737
• NACRES: NA.77

Propiedades

• product name: N-p-Tosyl-L-phenylalanine chloromethyl ketone, ≥97% (TLC), powder
• origen biológico: synthetic
• Análisis: ≥97% (TLC)
• formulario: powder
• potencia: 10-100 μM effective concentration
• color: white
• mp: 106-108 °C (lit.)
• solubilidad: DMSO: >10 mg/mL (stable for several months at 4°C.); ethanol: 20 mg/mL
• temp. de almacenamiento: −20°C
• cadena SMILES: Cc1ccc(cc1)S(=O)(=O)N[C@@H](Cc2ccccc2)C(=O)CCl
• InChI: 1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1
• Clave InChI: MQUQNUAYKLCRME-INIZCTEOSA-N
• Información sobre el gen: human ... NFKB1(4790) , NKAP(79576) , NKRF(55922) , NOS2(4843) , PTGS2(5743)

Descripción

Descripción general

stable for several months at 4°C. Stock solutions (10 mM in methanol or ethanol) are stable for several months at 4°C.

Aplicación

N-p-Tosyl-L-phenylalanine chloromethyl ketone has been used:

• to investigate whether transcription factor NFκB is involved in renalase expression
• to test the role of NF-κB activation
• to study its inhibitory effect on chymotrypsin

Irreversible inhibitor of certain serine proteases; used to inhibit chymotrypsin in preparations of trypsin.

Acciones bioquímicas o fisiológicas

Blocks the LPS- or cytokine-induced activation of nuclear factor κB (NFκB), which, in turn, blocks the induction of iNOS and COX-2 transcription. Blocks activation of pp70^s6k by all mitogens. Blocks apoptosis cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli. Also blocks apoptosis initiated by Taxol (in MCF-7 human breast carcinoma cells).

N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK) blocks the lipopolysaccharide (LPS)- or cytokine-induced activation of nuclear factor κB (NFκB), which, in turn, blocks the induction of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli. Also blocks apoptosis initiated by Taxol (in MCF-7 human breast carcinoma cells). TPCK recognises the phenylalanine residue in chymotrypsin′s and prevents its function.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Precaución

Shelf-life is at least two years when stored desiccated at -20 °C.

Información de seguridad

• Pictogramas: GHS05,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H315,H318,H335
• Consejos de prudencia: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Clasificaciones de peligro: Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves